$138 Find Cheap Flights from Caribbean Islands to Louisville

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Louisville departing on 4/16. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Louisville

Travelers love KAYAK
41.299.237 searches in the past 7 days on KAYAK

Save 23% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Flight Deals
Useful Info
Flight Deals

Cheap Flights from Caribbean Islands to Louisville

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Caribbean Islands to Louisville that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Caribbean Islands to Louisville

Thu, May 14 - Tue, May 19
Delta Logo
1:14 pm - 12:25 am
SJU
-
SDF
11h 11m
1 stop
Delta Logo
6:00 am - 4:33 pm
SDF
-
SJU
10h 33m
1 stop
$242Delta
Fri, Apr 24 - Sun, Apr 26
American Airlines Logo
6:00 am - 10:31 pm
SJU
-
SDF
16h 31m
1 stop
American Airlines Logo
6:06 am - 6:10 pm
SDF
-
SJU
12h 04m
1 stop
$276American Airlines
Thu, May 14 - Tue, May 19
American Airlines Logo
11:59 pm - 10:15 am
SJU
-
SDF
10h 16m
1 stop
American Airlines Logo
7:31 am - 10:05 pm
SDF
-
SJU
14h 34m
1 stop
$299American Airlines
Wed, Aug 5 - Sun, Aug 9
American Airlines Logo
10:32 am - 12:30 am
SJU
-
SDF
13h 58m
1 stop
American Airlines Logo
6:19 am - 10:56 pm
SDF
-
SJU
16h 37m
1 stop
$316American Airlines
Thu, May 14 - Tue, May 19
Southwest Logo
4:25 pm - 11:45 pm
SJU
-
SDF
7h 20m
1 stop
Southwest Logo
1:35 pm - 11:40 pm
SDF
-
SJU
10h 05m
2 stops
$319Southwest
Thu, May 14 - Mon, May 18
Southwest Logo
4:25 pm - 11:45 pm
SJU
-
SDF
7h 20m
1 stop
Southwest Logo
2:40 pm - 11:55 pm
SDF
-
SJU
9h 15m
2 stops
$324Southwest
Thu, May 21 - Fri, May 29
Multiple Airlines Logo
3:07 pm - 8:20 pm
STI
-
SDF
29h 13m
1 stop
Multiple Airlines Logo
6:06 pm - 2:02 pm
SDF
-
STI
19h 56m
1 stop
$522Multiple Airlines
Thu, May 21 - Fri, May 29
Multiple Airlines Logo
3:07 pm - 8:20 pm
STI
-
SDF
29h 13m
1 stop
Multiple Airlines Logo
6:06 pm - 2:02 pm
SDF
-
STI
19h 56m
1 stop
$540Multiple Airlines
Wed, May 20 - Thu, May 28
United Airlines Logo
6:00 am - 11:56 pm
STI
-
SDF
17h 56m
2 stops
United Airlines Logo
6:30 am - 3:12 pm
SDF
-
STI
8h 42m
1 stop
$651United Airlines
Wed, May 20 - Thu, May 28
United Airlines Logo
6:00 am - 11:56 pm
STI
-
SDF
17h 56m
2 stops
United Airlines Logo
9:00 am - 3:12 pm
SDF
-
STI
30h 12m
2 stops
$673United Airlines
Useful Info

Good to know

Low seasonFebruary
Cheapest flight$138
Best time to beat the crowds with an average 33% drop in price.
Most popular time to fly with an average 5% increase in price.
Flight from San Juan to Louisville

FAQs for booking flights from Caribbean Islands to Louisville

  • How does KAYAK find such low prices on flights from Caribbean Islands to Louisville?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Caribbean Islands to Louisville.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Caribbean Islands to Louisville?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Louisville from Caribbean Islands is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Caribbean Islands to Louisville?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Louisville with an airline and back to Caribbean Islands with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Caribbean Islands to Louisville?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Louisville from Caribbean Islands up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airline flying from Caribbean Islands to Louisville

 
Need help choosing which airline to fly with from Caribbean Islands to Louisville? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.1
American AirlinesOverall score based on 11488 reviews
7.5Boarding
7.9Crew
6.9Entertainment
6.4Food
7.2Comfort
Airline reviews

Half of the TSA checkpoints at PHL are closed. Also, there is no standby for first class passengers. You can only standby for coach. Very dated policy and inconsistent with peers.

2.0 MediocreJoshua, Mar 2026
PHL - BOS
Read more American Airlines reviews

Half of the TSA checkpoints at PHL are closed. Also, there is no standby for first class passengers. You can only standby for coach. Very dated policy and inconsistent with peers.

Flight was scheduled at 11:26am but they keep Delaying until midnight. They waited at airport restless.

Rough flight No beverage service due to turbulence Bottom Seat cushion was non existent

Great experience. Good dinner and service. FA's were very nice and attentive.

It was great. Smooth flight, comfortable, left on time and landed on time.

We hoarded. Then we deplaned. Then we waited for 10 hours in the MSP airport due to a wheel misfunction. We understand safety but communication between crew and airport staff was horrible. When we did finally board, we were rushed on and because we were waiting for a “fresh” pilot and crew, we sat in a roasting plane with no A/C for an hour. My question is why was this flight not cancelled right away when they knew this would be a huge issue OR, why did AA not get a substitute plane, considering this was already a full flight? To me, this appears to be a complete breakdown in leadership and utter systems failure. The compensation for completely disrupting travel plans for hundreds, which we paid dearly for, was measly. While we appreciated the lodging for the night, $12 in meal vouchers isn’t going to sustain anyone for over 12 hours. “We apologize; our hands are tied” is no longer an acceptable explanation. We are so completely turned off by this experience and will definitely seek alternative avenues when we need to fly.

Mostly good. The WiFi wasn’t working so that was not great.

I rated the experience "mediocre" because of the 2 hour delay in take off. This is the 4th flight from DFW on AA where there was a delay and in one of the instances (after 13 delays), the flight was cancelled. I understand weather but for the March 18th flight, there was no weather issue in Dallas or Detroit. I called Concierge Key and they were wonderful, booking me on a later flight in case my flight was cancelled. I have flown with American for many years and never has there been this consistent pattern of delays. Very disappointing.

They put me on an earlier and I got home sooner

Crew was rude, almost 6 hour flight after horrific customs re entry line and near flight miss (unable to bug airport food) without food offerings.

Traveling to a place near Louisville?

Book flights to Louisville if you plan to visit one of these locations
French Lick
Jeffersonville
West Baden Springs
Elizabeth
Charlestown
Brandenburg
Georgetown

Everything you need to know for your flight to Louisville

Information on the airport you'll fly into in Louisville

Louisville (SDF)